Issue 15, 2018

Hydroxy-assisted regio- and stereoselective synthesis of functionalized alkenes via phosphine-catalyzed β′-umpolung addition of o-hydroxy aromatic aldimines to allenoates

Abstract

An unprecedented β′-umpolung addition of o-hydroxy aromatic aldimines with allenoates has been developed under the catalysis of phosphine. The reaction provides an efficient approach to the synthesis of functionalized alkenes in moderate to good yields with high stereoselectivities under mild conditions. The asymmetric version of this β′-umpolung addition has also been studied using chiral phosphines.

Graphical abstract: Hydroxy-assisted regio- and stereoselective synthesis of functionalized alkenes via phosphine-catalyzed β′-umpolung addition of o-hydroxy aromatic aldimines to allenoates

Supplementary files

Article information

Article type
Research Article
Submitted
09 May 2018
Accepted
28 Jun 2018
First published
28 Jun 2018

Org. Chem. Front., 2018,5, 2375-2378

Hydroxy-assisted regio- and stereoselective synthesis of functionalized alkenes via phosphine-catalyzed β′-umpolung addition of o-hydroxy aromatic aldimines to allenoates

K. Cheng, Y. Bao, J. Wang, Z. Dai, J. Lu and Q. Zhou, Org. Chem. Front., 2018, 5, 2375 DOI: 10.1039/C8QO00460A

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